Senior Data Scientist, AI Enablement
About The Position
Oscar is hiring a Senior Data Scientist, AI Enablement to join its Data Team. Oscar is a health insurance company built around a full-stack technology platform and a focus on serving its members. Its Data Team works to deepen understanding of healthcare and insurance using data that includes financial claims, clinical medical records, and member product interactions. This role sits at the intersection of data science, data engineering, and artificial intelligence. The Senior Data Scientist will design, build, and maintain AI-powered analytical systems and pipelines that help internal stakeholders self-serve their data needs. The position is builder-focused, turning ambiguous workflows into well-engineered, LLM-augmented data tools and automated insights. The role will be a foundational driver of AI Enablement for Data, operating with substantial independence and taking projects from conception through launch. It is also highly cross-functional, partnering with AI engineers, software engineers, data scientists, and business stakeholders to create scalable, production-ready solutions. The position reports to the Director, Data Science. The role is based in Oscar’s New York City office and follows a hybrid schedule requiring three in-office days per week. Thursday is a required office day; the other two office days are flexible. The annual base pay range is $163,944–$215,176.50. The position is also eligible for employee benefits, Oscar’s unlimited vacation program, company equity grants, and annual performance bonuses.
Requirements
- At least 4 years of experience in industry or other quantitative technical fields, which may include academia.
- At least 3 years of experience using SQL and Python to query, manipulate, and analyze data.
- At least 2 years of experience with LLMs, prompt engineering, and generative AI concepts, including a track record of applying them to practical use cases.
- Experience building data models and using advanced analytics methods, statistical modeling, and/or data processing.
- Experience designing, building, and maintaining production data pipelines or systems, applying software engineering best practices such as version control, code review, and testing.
- Experience serving as the primary driver of technical projects and independently scoping and delivering solutions end to end.
Nice To Haves
- Experience integrating advanced agentic workflows into analytical tools and automated pipelines.
- Experience in healthcare, including familiarity with claims or clinical data.
- Experience with headless semantic layers such as Cube or MetricFlow.
- A data scientist with an AI engineering background, or an AI engineer with a data science background.
Responsibilities
- Lead the design, development, and deployment of AI-driven self-serve analytics products, from initial prototypes through production systems.
- Experiment with models, techniques, and tools, selecting approaches based on measured quality, reliability, performance, and cost.
- Establish evaluations and monitoring for analytical accuracy, generated queries, and AI-generated insights, including handling ambiguous questions and unsupported conclusions.
- Work with AI engineers, software engineers, and business leaders to understand user needs and integrate data workflows into broader software applications.
- Help shape Oscar’s technical direction and roadmap for AI-enabled analytics.
- Comply with all applicable laws and regulations.
- Perform other duties as assigned.
Benefits
- Unlimited vacation program
- Company equity grants
- Annual performance bonuses
- Medical, dental, and vision benefits
- 11 paid holidays
- Paid sick time
- Paid parental leave
- 401(k) plan participation
- Life and disability insurance
- Paid wellness time and reimbursements
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
